#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:33:44 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179485 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/82/4338281.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4338281
loop_
_publ_author_name
'Lin, Lang'
'Yu, Rongmin'
'Wu, Xiao-Yuan'
'Yang, Wen-Bin'
'Zhang, Jian'
'Guo, Xiang-Guang'
'Lin, Zu-Jin'
'Lu, Can-Zhong'
_publ_section_title
;
 Enantioselective inclusion of alcohols by solvent-controlled assembled
 flexible metal-organic frameworks.
;
_journal_issue                   10
_journal_name_full               'Inorganic chemistry'
_journal_page_first              4794
_journal_page_last               4796
_journal_paper_doi               10.1021/ic500436g
_journal_volume                  53
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C19 H23 Cu2 N6 O6, C9 H12 O'
_chemical_formula_sum            'C28 H35 Cu2 N6 O7'
_chemical_formula_weight         694.70
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.504(4)
_cell_length_b                   14.375(4)
_cell_length_c                   16.193(5)
_cell_measurement_reflns_used    9814
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.4662
_cell_measurement_theta_min      2.4210
_cell_volume                     3143.4(16)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    DIAMOND
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0753
_diffrn_reflns_av_unetI/netI     0.0768
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            27179
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.461
_diffrn_reflns_theta_min         2.069
_exptl_absorpt_coefficient_mu    1.406
_exptl_absorpt_correction_T_max  0.932
_exptl_absorpt_correction_T_min  0.904
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_description       block
_exptl_crystal_F_000             1436
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.113
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.10(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     377
_refine_ls_number_reflns         7162
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0754
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.1376P)²+2.1514P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2174
_refine_ls_wR_factor_ref         0.2261
_reflns_Friedel_coverage         0.794
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                6564
_reflns_number_total             7162
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic500436g_si_001.cif
_cod_data_source_block           D-3-1-PPP
_cod_depositor_comments
'Adding full bibliography for 4338272--4338281.cif.'
_cod_original_cell_volume        3143.4(15)
_cod_database_code               4338281
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.872
_shelx_estimated_absorpt_t_max   0.933
_shelxl_version_number           2013-2
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Cu1 Cu 1.06970(9) 0.04870(8) 0.08517(7) 0.0332(3) Uani 1 1 d . .
Cu2 Cu 0.79916(8) 0.29324(8) 0.16393(7) 0.0326(3) Uani 1 1 d . .
O1 O 0.8893(6) 0.2016(6) 0.2236(4) 0.0450(18) Uani 1 1 d . .
O2 O 0.9924(6) 0.1500(5) 0.0284(4) 0.0409(16) Uani 1 1 d . .
O3 O 1.1216(5) -0.0424(5) 0.1686(4) 0.0380(14) Uani 1 1 d . .
O4 O 0.8722(7) 0.4272(5) 0.1969(5) 0.0498(19) Uani 1 1 d . .
O5 O 0.7152(5) 0.3506(5) 0.0752(4) 0.0391(15) Uani 1 1 d . .
O6 O 1.2175(5) 0.1104(6) 0.0586(5) 0.0467(18) Uani 1 1 d . .
O7 O 0.652(2) -0.1431(12) -0.0909(19) 0.217(12) Uani 1 1 d . U
H7D H 0.6544 -0.1503 -0.1423 0.325 Uiso 1 1 calc R U
N1 N 1.0160(7) 0.1044(6) 0.1828(5) 0.0387(19) Uani 1 1 d . .
N2 N 0.8778(6) 0.2602(6) 0.0704(4) 0.0335(17) Uani 1 1 d . .
N3 N 1.0668(7) -0.0370(6) -0.0107(5) 0.0386(18) Uani 1 1 d . .
N4 N 1.1012(7) -0.0098(7) -0.0852(5) 0.045(2) Uani 1 1 d . .
H4A H 1.1269 0.0453 -0.0952 0.054 Uiso 1 1 calc R U
N5 N 0.7015(6) 0.2967(6) 0.2526(5) 0.0370(17) Uani 1 1 d . .
N6 N 0.7187(7) 0.3361(6) 0.3258(5) 0.0417(19) Uani 1 1 d . .
H6B H 0.7741 0.3648 0.3389 0.050 Uiso 1 1 calc R U
C1 C 1.0985(16) 0.1286(12) 0.3165(9) 0.097(7) Uani 1 1 d . .
H1A H 1.0597 0.1848 0.3278 0.146 Uiso 1 1 calc R U
H1B H 1.1602 0.1458 0.2884 0.146 Uiso 1 1 calc R U
H1C H 1.1141 0.0972 0.3686 0.146 Uiso 1 1 calc R U
C2 C 1.0394(9) 0.0640(7) 0.2619(6) 0.043(3) Uani 1 1 d . .
H2A H 0.9765 0.0469 0.2907 0.052 Uiso 1 1 calc R U
C3 C 1.0990(8) -0.0253(6) 0.2440(6) 0.037(2) Uani 1 1 d . .
C4 C 0.9481(7) 0.1646(6) 0.1705(6) 0.0348(19) Uani 1 1 d . .
C5 C 0.9410(7) 0.1931(6) 0.0812(5) 0.0323(18) Uani 1 1 d . .
C6 C 0.8550(8) 0.3062(8) -0.0076(6) 0.041(2) Uani 1 1 d . .
H6A H 0.8534 0.2599 -0.0536 0.049 Uiso 1 1 calc R U
C7 C 0.9325(10) 0.3808(11) -0.0247(8) 0.064(4) Uani 1 1 d . .
H7A H 0.9977 0.3517 -0.0304 0.096 Uiso 1 1 calc R U
H7B H 0.9338 0.4253 0.0212 0.096 Uiso 1 1 calc R U
H7C H 0.9157 0.4136 -0.0759 0.096 Uiso 1 1 calc R U
C8 C 0.7543(7) 0.3525(7) 0.0020(6) 0.037(2) Uani 1 1 d . .
C9 C 0.9958(11) -0.1788(9) 0.0510(8) 0.061(3) Uani 1 1 d . .
H9A H 0.9957 -0.1401 0.1008 0.091 Uiso 1 1 calc R U
H9B H 1.0365 -0.2342 0.0605 0.091 Uiso 1 1 calc R U
H9C H 0.9278 -0.1977 0.0380 0.091 Uiso 1 1 calc R U
C10 C 1.0375(8) -0.1245(7) -0.0195(7) 0.041(2) Uani 1 1 d . .
C11 C 1.0514(7) -0.1543(7) -0.1019(6) 0.037(2) Uani 1 1 d . .
C12 C 1.0913(7) -0.0771(8) -0.1423(6) 0.040(2) Uani 1 1 d . .
C13 C 1.1241(13) -0.0571(11) -0.2286(7) 0.072(4) Uani 1 1 d . .
H13A H 1.1478 0.0072 -0.2321 0.107 Uiso 1 1 calc R U
H13B H 1.0682 -0.0657 -0.2665 0.107 Uiso 1 1 calc R U
H13C H 1.1777 -0.0997 -0.2437 0.107 Uiso 1 1 calc R U
C14 C 0.6489(13) 0.3657(11) 0.4653(9) 0.074(5) Uani 1 1 d . .
H14A H 0.7117 0.3992 0.4711 0.112 Uiso 1 1 calc R U
H14B H 0.6467 0.3144 0.5051 0.112 Uiso 1 1 calc R U
H14C H 0.5938 0.4084 0.4757 0.112 Uiso 1 1 calc R U
C15 C 0.6405(9) 0.3267(8) 0.3777(7) 0.044(2) Uani 1 1 d . .
C16 C 0.5703(8) 0.2767(6) 0.3363(6) 0.0375(19) Uani 1 1 d . .
C17 C 0.6110(8) 0.2598(8) 0.2574(7) 0.042(2) Uani 1 1 d . .
C18 C 0.5679(11) 0.2108(11) 0.1856(7) 0.069(4) Uani 1 1 d . .
H18A H 0.6150 0.2120 0.1396 0.104 Uiso 1 1 calc R U
H18B H 0.5063 0.2416 0.1690 0.104 Uiso 1 1 calc R U
H18C H 0.5538 0.1461 0.2007 0.104 Uiso 1 1 calc R U
C19 C 0.4667(8) 0.2511(7) 0.3649(7) 0.046(3) Uani 1 1 d . .
H19A H 0.4143 0.2951 0.3619 0.055 Uiso 1 1 calc R U
C20 C 0.8207(12) 0.0159(13) -0.1617(14) 0.204(11) Uani 1 1 d G U
H20A H 0.8731 -0.0273 -0.1540 0.245 Uiso 1 1 calc R U
C21 C 0.8321(14) 0.0896(15) -0.2165(14) 0.208(11) Uani 1 1 d G U
H21A H 0.8923 0.0968 -0.2461 0.249 Uiso 1 1 calc R U
C22 C 0.7553(17) 0.1527(12) -0.2278(12) 0.206(11) Uani 1 1 d G U
H22A H 0.7631 0.2031 -0.2653 0.248 Uiso 1 1 calc R U
C23 C 0.6672(13) 0.1422(12) -0.1845(13) 0.160(13) Uani 1 1 d G .
H23A H 0.6147 0.1853 -0.1923 0.192 Uiso 1 1 calc R U
C24 C 0.6558(11) 0.0684(13) -0.1298(13) 0.160(14) Uani 1 1 d G .
H24A H 0.5956 0.0612 -0.1001 0.192 Uiso 1 1 calc R U
C25 C 0.7326(14) 0.0053(11) -0.1184(12) 0.123(9) Uani 1 1 d G .
C26 C 0.723(2) -0.0831(17) -0.0679(18) 0.133(9) Uani 1 1 d . U
H26A H 0.7872 -0.1169 -0.0757 0.160 Uiso 1 1 calc R U
C27 C 0.715(3) -0.067(2) 0.0209(18) 0.164(14) Uani 1 1 d . .
H27A H 0.6438 -0.0595 0.0340 0.196 Uiso 1 1 calc R U
H27B H 0.7377 -0.1243 0.0493 0.196 Uiso 1 1 calc R U
C28 C 0.763(3) 0.004(3) 0.054(2) 0.23(2) Uani 1 1 d . .
H28A H 0.7505 0.0060 0.1134 0.339 Uiso 1 1 calc R U
H28B H 0.7397 0.0621 0.0285 0.339 Uiso 1 1 calc R U
H28C H 0.8341 -0.0030 0.0438 0.339 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N1 Cu1 N3 154.1(4) . .
N1 Cu1 O3 81.4(3) . .
N3 Cu1 O3 97.3(3) . .
N1 Cu1 O2 83.0(3) . .
N3 Cu1 O2 94.7(3) . .
O3 Cu1 O2 163.7(3) . .
N1 Cu1 O6 109.4(4) . .
N3 Cu1 O6 96.5(3) . .
O3 Cu1 O6 94.4(3) . .
O2 Cu1 O6 95.1(3) . .
N2 Cu2 N5 165.1(4) . .
N2 Cu2 O5 81.3(3) . .
N5 Cu2 O5 97.7(3) . .
N2 Cu2 O1 83.3(3) . .
N5 Cu2 O1 94.1(3) . .
O5 Cu2 O1 160.5(3) . .
N2 Cu2 O4 99.2(3) . .
N5 Cu2 O4 95.8(3) . .
O5 Cu2 O4 93.8(3) . .
O1 Cu2 O4 100.4(3) . .
C4 O1 Cu2 108.6(6) . .
C5 O2 Cu1 109.3(6) . .
C3 O3 Cu1 115.6(6) . .
C3 O4 Cu2 143.2(7) 4_755 .
C8 O5 Cu2 115.6(6) . .
C8 O6 Cu1 133.9(7) 3 .
C4 N1 C2 124.7(8) . .
C4 N1 Cu1 115.2(7) . .
C2 N1 Cu1 118.8(6) . .
C5 N2 C6 126.3(8) . .
C5 N2 Cu2 116.3(6) . .
C6 N2 Cu2 117.2(6) . .
C10 N3 N4 106.4(8) . .
C10 N3 Cu1 132.8(7) . .
N4 N3 Cu1 120.8(6) . .
N3 N4 C12 111.8(9) . .
C17 N5 N6 106.0(8) . .
C17 N5 Cu2 130.7(7) . .
N6 N5 Cu2 123.2(7) . .
N5 N6 C15 111.9(8) . .
N1 C2 C1 112.8(10) . .
N1 C2 C3 106.4(8) . .
C1 C2 C3 110.3(11) . .
O4 C3 O3 123.8(9) 4_745 .
O4 C3 C2 118.5(9) 4_745 .
O3 C3 C2 117.6(8) . .
N1 C4 O1 128.2(9) . .
N1 C4 C5 112.3(8) . .
O1 C4 C5 119.4(8) . .
O2 C5 N2 129.3(8) . .
O2 C5 C4 118.8(8) . .
N2 C5 C4 111.9(8) . .
N2 C6 C7 109.4(9) . .
N2 C6 C8 107.4(8) . .
C7 C6 C8 109.0(9) . .
O6 C8 O5 125.2(9) 3_455 .
O6 C8 C6 118.2(9) 3_455 .
O5 C8 C6 116.6(9) . .
N3 C10 C11 110.5(9) . .
N3 C10 C9 121.8(10) . .
C11 C10 C9 127.8(10) . .
C12 C11 C10 104.6(9) . .
C12 C11 C19 128.8(10) . 2_654
C10 C11 C19 126.4(10) . 2_654
N4 C12 C11 106.8(9) . .
N4 C12 C13 118.3(10) . .
C11 C12 C13 134.9(11) . .
N6 C15 C16 106.8(9) . .
N6 C15 C14 118.7(10) . .
C16 C15 C14 134.4(11) . .
C15 C16 C17 105.3(9) . .
C15 C16 C19 128.2(10) . .
C17 C16 C19 126.3(10) . .
N5 C17 C16 109.9(9) . .
N5 C17 C18 120.3(10) . .
C16 C17 C18 129.8(11) . .
C16 C19 C11 118.7(9) . 2_655
C21 C20 C25 120.0 . .
C22 C21 C20 120.0 . .
C21 C22 C23 120.0 . .
C24 C23 C22 120.0 . .
C23 C24 C25 120.0 . .
C24 C25 C20 120.0 . .
C24 C25 C26 123.8(17) . .
C20 C25 C26 115.8(17) . .
O7 C26 C27 109(3) . .
O7 C26 C25 117(3) . .
C27 C26 C25 114(2) . .
C28 C27 C26 119(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.915(8) .
Cu1 N3 1.982(8) .
Cu1 O3 2.008(7) .
Cu1 O2 2.014(7) .
Cu1 O6 2.226(7) .
Cu2 N2 1.910(7) .
Cu2 N5 1.950(8) .
Cu2 O5 2.007(7) .
Cu2 O1 2.037(7) .
Cu2 O4 2.228(7) .
O1 C4 1.287(12) .
O2 C5 1.263(11) .
O3 C3 1.282(12) .
O4 C3 1.238(12) 4_755
O5 C8 1.299(12) .
O6 C8 1.223(13) 3
O7 C26 1.34(3) .
N1 C4 1.277(12) .
N1 C2 1.442(12) .
N2 C5 1.300(11) .
N2 C6 1.458(12) .
N3 C10 1.325(13) .
N3 N4 1.350(12) .
N4 C12 1.345(13) .
N5 C17 1.335(14) .
N5 N6 1.334(11) .
N6 C15 1.357(13) .
C1 C2 1.510(19) .
C2 C3 1.543(13) .
C3 O4 1.238(12) 4_745
C4 C5 1.505(12) .
C6 C7 1.524(18) .
C6 C8 1.521(14) .
C8 O6 1.223(13) 3_455
C9 C10 1.493(15) .
C10 C11 1.414(14) .
C11 C12 1.396(15) .
C11 C19 1.512(12) 2_654
C12 C13 1.494(16) .
C14 C15 1.529(16) .
C15 C16 1.365(15) .
C16 C17 1.412(14) .
C16 C19 1.518(14) .
C17 C18 1.479(15) .
C19 C11 1.512(12) 2_655
C20 C21 1.3900 .
C20 C25 1.3900 .
C21 C22 1.3900 .
C22 C23 1.3900 .
C23 C24 1.3900 .
C24 C25 1.3900 .
C25 C26 1.52(3) .
C26 C27 1.46(4) .
C27 C28 1.32(4) .
